Reaction #321563

ord-751e1ce0333f4b6d9945f5e2e9fcd00e

Reaction equation

CC(C)c1ccc(B(O)O)cc1
4-isopropylphenyl boronic acid
O=S(=O)(c1ccc(Br)s1)n1cccc1
N-(5-bromothiophene sulfonyl)-pyrrole
→
CC(C)c1ccc(-c2ccc(S(=O)(=O)n3cccc3)s2)cc1
N-[5-(4-isopropylphenyl)thiophene-2-sulfonyl]pyrrole
Yield 84.0%

Reactants

CC(C)c1ccc(B(O)O)cc1
4-isopropylphenyl boronic acid
O=S(=O)(c1ccc(Br)s1)n1cccc1
N-(5-bromothiophene sulfonyl)-pyrrole

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherPurification by column chromatography

Procedure

N-[5-(4-isopropylphenyl)thiophene-2-sulfonyl]pyrrole was prepared in the same manner as described in Example 33C, from 4-isopropylphenyl boronic acid and N-(5-bromothiophene sulfonyl)-pyrrole. Purification by column chromatography using 10% ethyl acetate/hexanes gave the pure sulfonamide as an off white colored solid in 84% yield, m.p. 112°-114° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05594021uspto-grants-1997_01